Free accessResearch articleFirst published online 2016-8
Optical Resolution of ( RS )-Denopamine to ( R )-Denopamine β-D-Glucoside by Glucosyltransferase from Phytolacca americana Expressed in Recombinant Escherichia coli
The optical resolution of racemic compounds by stereoselective glucosylation was investigated using plant glucosyltransferase from Phytolacca americana expressed in recombinant Escherichia coli. The glucosyltransferase glucosylated chemoselectively the phenolic hydroxyl group of phenol compounds. The (R)-stereoselective glucosylation of (RS)-denopamine by glucosyltransferase occurred to give (R)-denopamine β-D-glucoside.
ShimodaK, KubotaN, HamadaM, UesugiD, TanigawaM, HamadaH, HamadaH. (2014) Glycosylation of quercetin with cultured plant cells and cyclodextrin glucanotransferase. Natural Product Communications, 9, 647-648.
2.
ShimodaK, KubotaN, UesugiD, HamadaH. (2014) Glycosylation of artepillin C with cultured plant cells of Phytolacca americana. Natural Product Communications, 9, 683-685.
3.
ShimodaK, KubotaN, UesugiD, FujitakaY, OkadaS, TanigawaM, HamadaH. (2015) Regioselective glycosylation of 3-, 5-, 6-, and 7-hydroxyflavones by cultured plant cells. Natural Product Communications, 10, 923-924.
4.
ShimodaK, KubotaN, HamadaH, HamadaH. (2015) Synthesis of resveratrol glycosides by plant glucosyltransferase and cyclodextrin glucanotransferase and their neuroprotective activity. Natural Product Communications, 10, 995-996.
5.
HamadaH, HamadaH, ShimodaK. (2015) Synthesis of ε-viniferin glycosides by glucosyltransferase from Phytolacca americana and their inhibitory activity on histamine release from rat peritoneal mast cells. Natural Product Communications, 10, 1017-1018.
6.
ShimodaK, KubotaN, UesugiD, TanigawaM, HamadaH. (2016) Hydroxylation and glycosylation of phenylpropanoids by cultured cells of Phytolacca americana. Natural Product Communications, 11, 197-198.
7.
UesugiD, HamadaH, ShimodaK. (2016) Glycosylation of trans-resveratrol by cultured plant cells under illumination of LEDs. Natural Product Communications, 11, 199-200.
8.
ShimodaK, KubotaN, HamadaH. (2004) Enantioselective glucosylation of (±)-secondary alcohols with plant glucosyltransferases. Tetrahedron: Assymmetry, 15, 2319-2321.
9.
LimE-K, DoucetC-J, HouB, JacksonRG, AbramsSRBowlesDJ. (2005) Resolution of (+)-abscisic acid using an Arabidopsis glycosyltransferase. Tetrahedron: Assymmetry, 16, 143-147.